View Forrester Road Jamaica, VT MLS# 5082418
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1 of 27
$1,450,000
Studio

Beds

0.0

Baths

Forrester Road

Jamaica, VT

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Courtesy of LOWE'S REAL ESTATE, LLC
View 57 Oak Lane Jamaica, VT MLS# 5081124
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1 of 55
$525,000
3

Beds

2.0

Baths

1,888

Sq.Ft.

57 Oak Lane

Jamaica, VT

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Courtesy of MICHAEL ENGLAND REAL ESTATE
View 1829 West Jamaica Road Jamaica, VT MLS# 5082108
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1 of 33
$319,000
3

Beds

2.0

Baths

1,310

Sq.Ft.

1829 West Jamaica Road

Jamaica, VT

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Courtesy of CUMMINGS & CO
The time to sell is now! THE TIME TO SELL IS NOW!
View 4769 Pikes Falls Road Jamaica, VT MLS# 5080889
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Save 4769 Pikes Falls Road Jamaica, VT MLS# 5080889
1 of 9
$195,000
Studio

Beds

0.0

Baths

4769 Pikes Falls Road

Jamaica, VT

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Courtesy of EXP REALTY
View 4769 Pikes Falls Road Jamaica, VT MLS# 5082210
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1 of 7
$195,000

4769 Pikes Falls Road

Jamaica, VT

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Courtesy of EXP REALTY
View 203 Smith Road Jamaica, VT MLS# 5082980
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Save 203 Smith Road Jamaica, VT MLS# 5082980
1 of 1
$89,900
4

Beds

2.0

Baths

1,902

Sq.Ft.

203 Smith Road

Jamaica, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 557 Trager Road Jamaica, VT MLS# 5076041
Save 557 Trager Road Jamaica, VT MLS# 5076041
1 of 60
$8,200,000
6

Beds

6.4

Baths

10,763

Sq.Ft.

557 Trager Road

Jamaica, VT

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Courtesy of WOHLER REALTY GROUP
View 816 Black Bear Road Jamaica, VT MLS# 5030672
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Save 816 Black Bear Road Jamaica, VT MLS# 5030672
1 of 60
$3,995,000
4

Beds

5.1

Baths

5,500

Sq.Ft.

816 Black Bear Road

Jamaica, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 662 Howe Farm Road Jamaica, VT MLS# 4972272
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Save 662 Howe Farm Road Jamaica, VT MLS# 4972272
1 of 35
$2,399,000
4

Beds

4.1

Baths

3,569

Sq.Ft.

662 Howe Farm Road

Jamaica, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 251 Pratt Bridge Road Jamaica, VT MLS# 5049390
Save 251 Pratt Bridge Road Jamaica, VT MLS# 5049390
1 of 40
$1,695,000
7

Beds

7.1

Baths

8,364

Sq.Ft.

251 Pratt Bridge Road

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 4427 West Hill Road South Jamaica, VT MLS# 5067060
Save 4427 West Hill Road South Jamaica, VT MLS# 5067060
1 of 38
$1,450,000
5

Beds

3.1

Baths

3,040

Sq.Ft.

4427 West Hill Road South

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 70 Hunter Lane Jamaica, VT MLS# 5060615
Save 70 Hunter Lane Jamaica, VT MLS# 5060615
1 of 44
$1,140,000
4

Beds

3.0

Baths

4,193

Sq.Ft.

70 Hunter Lane

Jamaica, VT

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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
View 1189 Cole Pond Road Jamaica, VT MLS# 5060071
Save 1189 Cole Pond Road Jamaica, VT MLS# 5060071
1 of 30
$1,040,000
5

Beds

4.1

Baths

3,363

Sq.Ft.

1189 Cole Pond Road

Jamaica, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 8678 VT Route 30 Jamaica, VT MLS# 5058208
Save 8678 VT Route 30 Jamaica, VT MLS# 5058208
1 of 20
$875,000
2,844

Sq.Ft.

8678 VT Route 30

Jamaica, VT

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Courtesy of TPW REAL ESTATE
View 42 Blackberry Lane Jamaica, VT MLS# 5070474
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Save 42 Blackberry Lane Jamaica, VT MLS# 5070474
1 of 60
$849,000
5

Beds

4.1

Baths

3,840

Sq.Ft.

42 Blackberry Lane

Jamaica, VT

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Courtesy of STRATTON REAL ESTATE
View West Hill Road Jamaica, VT MLS# 5021448
Save West Hill Road Jamaica, VT MLS# 5021448
1 of 15
$650,000
Studio

Beds

0.0

Baths

West Hill Road

Jamaica, VT

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Courtesy of FOUNTAINS LAND INC.
View 98 Gleason Farm Lane Jamaica, VT MLS# 5078425
Save 98 Gleason Farm Lane Jamaica, VT MLS# 5078425
1 of 54
$639,900
3

Beds

3.0

Baths

2,700

Sq.Ft.

98 Gleason Farm Lane

Jamaica, VT

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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
View 3996 Route 30 Jamaica, VT MLS# 5076624
Save 3996 Route 30 Jamaica, VT MLS# 5076624
1 of 34
$539,000
4

Beds

3.0

Baths

3,081

Sq.Ft.

3996 Route 30

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 00 West Hill Road South Jamaica, VT MLS# 5065110
Save 00 West Hill Road South Jamaica, VT MLS# 5065110
1 of 15
$530,000
Studio

Beds

0.0

Baths

00 West Hill Road South

Jamaica, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 00 Turkey Mountain Road Jamaica, VT MLS# 5077252
Save 00 Turkey Mountain Road Jamaica, VT MLS# 5077252
1 of 26
$500,000
Studio

Beds

0.0

Baths

00 Turkey Mountain Road

Jamaica, VT

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Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

About Jamaica

Listings in Jamaica, VT

36

Estimated median home price

$437,000
Jamaica VT Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Jamaica, Vermont real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Jamaica, VT.

Homes for Sale by Price in Jamaica, VT

Price Count
$0 - 100K 3
$100K - 200K 6
$200K - 300K 4
$300K - 400K 5
$400K - 500K 3
$500K - 600K 3
$600K - 700K 2
$700K - 800K 0
$800K - 900K 2
$900K - 1M 0
$1M - Max 8

Homes for Sale by Type in Jamaica, VT

Property Type Count
Single Family 18
Townhouse 0
Condo 1
Commercial 2
Rental 3
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 4/13/2026)

Find Properties in Jamaica, VT

Jamaica, VT Information

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Information deemed reliable but not guaranteed.

“Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 4/13/2026”

Trends Information provided by ATTOM Data Solutions.